v-Triazolines. Part V. Rearrangement of triazolines from cyclopropylenamines and toluene-p-sulphonyl azide
Abstract
The reactions of tosyl azide with enamines bearing a cyclopropyl group in the α-position (1) afford, via unstable triazolines (2), zwitterionic intermediates (3) which can lead (i) through C–C cleavage to diazo-compounds (6) and amidines (5) and (ii) through nitrogen loss and rearrangement to amidines (7).